LIPID CLASSIFICATION Flashcards
applies to a class of compounds that are soluble in organic solvents and nearly insoluble in water
LIPIDS
non lipid groups
sialic, phosphoryl, amino, or sulfate groups
2 hormones of lipids
oxytocin and insulin
esters of fatty acids with various alcohols
simple lipids
simple lipids that contain fatty acids with various salts
neutral fats
esters of higher alcohols
waxes
classes of lipids containing other radicals
compund lipids
contain H3PO4 and nitrogenous base
Phospholipids
choline as nitrogenous base
lecithin
cephalin
ethanolamine
lipositol
inositol
phosphatidyl serine
serine
resemble lecithin and cephalin in structure
plasmalogen
sphingosine and choline
sphingomyelin
contains carbohydrates and nitrogenous base
glycolipids
having amino and sulfate groups respectively
III-defined lipids
What are the components of III-defined lipids
aminolipids and sulfolipids
products of hydrolysis of I and II; but still exhibiting the general physical characteristics
of lipids
Derived Lipids
product of hydrolysis waxes
straight chain
hydrocarbons in shark liver and human sebum
Squalene
They are neutral ester of monobasic fatty acids with trihydric alcohol, glycerol.
fats
R1, R2 and R3
represent different fatty acid chains and the compound
is called
mixed glyceride
what are the acids in animal fat
oleic, palmitic, and stearic acids
has more stearic and less oleic than pork
mutton fat
composed mainly of palmitic and oleic acids with small
amount of butyric acid and caproic acid
butter fat
mostly oleic acid; has a yellowish tinge due to carotene and
xanthophylls pigments derived from the ingested food
human fat
These are products of fat hydrolysis
fatty acid
belong to the acetic series and have the general formula of CnH2nO2
Saturated Fatty Acids
occurs in the lipids of human tubercle bacilli
Tuberculo stearic acid
degree of unsaturation varies with the number of double bonds present in their structure
unsaturated fatty acids
They are unstable and reactive due to the presence of the double bonds in their molecules. The
reactivity increases with the increase of the double bond
unsaturated fatty acids
insoluble in ordinary solvents
unsaturated fatty acids
most abundant fatty acid found in nature
oleic acid
position where the single unsaturated fatty acids of animal lipid
9,10
The presence of the double bond gives rise to the possibility of geometric isomerism called
cis-trans
isomerism
If the radicals are on the same side of the bond, the compound is called
“cis” form
at the
opposite is called
“trans” form
Common unsaturated fatty acids (with 2 or more double bonds)
o Linoleic acid
o Linolenic acid
o Arachidic acid
Those that cannot be synthesized in the human body and must be supplied by the diet
Essential/indispensable fatty acids
most abundant EFA in mammals
linoleic acid
what is caused by the deficiency of vitamin A
eczema and dermatitis
required amount of EFA in the diet of adults
2% of total chaloric intake
required amount of EFA in the diet of infants
3-4%
has attracted the attention of medical practitioners because the ethyl esters and
soldium salts of hydnocapric and chaulmoogric acid are used in the treatment of leprosy
Chaulmoogra oil
has been shown to produce proliferation of epitheloid and giant cells and is probably the
agent responsible for the manifestation of tuberculosis
Phthioic acid
Have a carbon chain in which two or more carbon-carbon double bonds are present
Polyunsaturated Fatty Acids
Fish and fish oil are the most concentrated source but maybe found in some plants
omega fatty acids
DPA
docosapentaenoic acid
EPA
eicosapentaenoic acid
DHA
docosahexaenoic acid
they lower plasma triglycerides
omega fatty acids
they have beneficial effects on coronary heart disease because of their thrombotic action (they reduce
platelet aggregation and blood clots)
omega fatty acids
The biochemical derived from the fatty acid arachidonic acid
eicosanoids
best known for the eicosanoid class
prostaglandins
what does cell membrane produc to a variety of circumstances, including infection and allergic reaction
arachindonic acid
Lipids that contain 20 carbon atoms including a five membered ring structure
prostaglandins
a potent fever-inducing agent, via a similar pathway
PG (E1)
clinical use of prostaglandin
induce labor
inhibit the action of the enzyme prostaglandin synthetase thus
reducing the formation of excess prostaglandins and the pain, fever, and inflammation
non-narcotic analgesics
Formed by platelets in the blood stream, which act as vasoconstrictors and stimulate platelet
aggregation as an initial step in blood clotting
Thromboxane
Formed by a variety of white blood cells as well as other tissues and cause many symptoms
associated with an allergy attack
leukotrienes
transcribe NSAID
non-steroidal anti-inflammatory drugs
Simplest trihydric alcohol commonly known as glycerine
glycerol
- Oily, colorless, heavy liquid with sweet taste
- By-product in the manufacture of soap
- Component of fat responsible for the (+) acrolein test (easily detected by its characteristic acrid odor)
glycerol
what can glycerol reduce
Cu++, Cu+
positive for benedict an dfehlings test
glycerol
what is formed when glycerol is treated with HNO3, which is used in making dynamites and smokeless poweders
nitroglycerine
used in medicine as vasodilation drug in the treatment of hypertension
nitroglycerine
characteristic greasy feel and penetrates through paper producing a translucent spot
neutral fats
- odorless, tasteless and colorless (when pure)
- color due to pigments present
- insoluble in ordinary solvents
- soluble in organic solvents (chloroform, benzene, ether, hot alcohol)
- non-volatile, produce characteristic crystals with definite melting point
neutral fats
neutral fats containing large amounts of unsaturated fatty acids are liquid at room temperature, hence
they are called
oils
manufacture of artificial butter
oleomargarine
how many carbons does most fatty acids in these esters have
14-18 carbons
Base-catalyzed hydrolysis of a fat, when the base is NaOH, the sodium salts of the fatty acids are
produced
saponification
insoluble soap
Ca and Mg
property of the soap of causing and maintaining the emulsification of the greasy
substances
detergency
The cleansing property of soap is attributed to its
emulsifying property
Fats are neutral in reaction, but when exposed to air for some time, they become acidic due probably to
hydrolysis which results in the liberation of volatile fatty acids. The subsequent oxidation of the fatty
acid chains with the formation of odoriferous volatile aldehydes and ketones
rancidification
Rancidity results in the destruction of the accessory food factors like
carotene, Vit. A and vit. E
used to estimate its degree of unsaturation
Halogenation
make up about 15 to 50% of the total fatty acids in fats.
Pamlmitic acid
soluble in organic solvents (4)
chloroform, benzene, ether, hot alcohol
_____expressed in terms of the number of grams of iodine that would be absorbed by_____
- iodine number
- 100g of fat
Esters formed from long-chain fatty
acids and high molecular weight
alcohols
lipid waxes
Found in the head of
sperm whale, soft wax used in ointments
spermacetic wax
Found on Brazilian palm leaves, used in polishes and mimeograph stencils
carnauba wax
In nature, waxes serves as protective coatings on leaves, skin, feathers, fur and the outer skeletons of
some insects
lipid waxes
A mixture of waxes derived from wool; used as a base for ointments, salves and creams
lanolin
terpenes are compounds containing what fragments
oprene
Classified as lipids because they are biological molecules that dissolve in non-polar solvents
terpenes
Derivatives of the hydrocarbon ring system
steroids
a compound in which a hydroxyl (OH) group is attached to
the steroid ring system
Sterol
Most abundant sterol in animal tissues
Cholesterol
Cholesterol derivative which is converted to an active
form of vitamin D (Vitamin D3 or cholecalciferol) when
skin is exposed to sunlight
7-dehydrocholesterol
active form of vitamin D
cholecalciferol
Organic compounds needed for normal growth and maintenance
vitamins
o Not stored in the body inappreciable amounts and must be constantly applied in the diet
o Vitamin C and the B complexes
water soluble vitamins
Absorbed along with dietary fats and are not excreted in the urine
fat soluble vitamins
a class of vitamins where it can be excreted in the urine
water soluble vitamins
Vitamin A, D, E, K
fat soluble vitamins
Type of lipid found in all biological
membranes
phospholipids
phospholipds are composed of
*2 fatty acids
*1 glycerol
*1 phosphoric acid
* 1 alcohol
Found in brain tissue
cephalin
the thromboplastic substance which initiates the process of blood coagulation
cephalin
a structure in which the A residue is derived from
the cation choline
lecithin
When only the unsaturated acid chain (R’) is removed by
hydrolysis from lecithin, a lecithin derivative known as ________ forms
lysolecithin
is a toxic substance that causes destruction of RBC
(hemolysis).
lysolecithin
Also found in all membranes are particularly abundant in brain and nerve tissue
sphingolipids
both classified as sphingolipids because they include a backbone of
sphingosine, an amino alcohol
sphingomyelin and glycolipids
Replacing one of the amino H with a fatty acid acyl group RCO produces an amine of sphingosine known as ________
(basic structural units for all sphingolipids)
ceramide
- The most abundant sphingolipid found in the tissue of higher animals
- Contain PO4 groups
thus they have polar as
well as nonpolar
segments and
properties that are
similar to
phosphoglycerides
sphingomyelin
composition of ceramide
sphingosine + fatty acids
A glycolipid found in the membranes of brain tissue
cerebroside
- Found on the outer surface of nerve cells
- Glycolipids in which the CHO that is attached to ceramide
is musch more complex than a monosaccharide
ganglioside
the enzyme (hexosaminidase A) needed to break down a ganglioside is deficient leading to the accumulation of the latter in the brain and spleen.
Tay-Sach’s disease
- This accumulation leads to neurological deterioration, which occurs after the first month of life
and leads to death within 5 years. - a hereditary disorder
Tay-Sach’s disease
wherein triglycerides are hydrolyzed to glycerol and 3 fatty acids
complete hydrolysis
– happens when the fatty acid from the alpha – carbon of the glycerol is
removed resulting to the formation of B-monoglyceride and water.
incomplete hydrolysis
how many carbons of lipids to make it miscible in water
4
Saturated fatty acids having low MW ______ are liquid at ordinary RT
10 or less C atoms
the absence of thsi acid and the rest of the EFA in the product produces symptoms of EFA
deficiency such as sparse hair, scaly skin, and poor healing of wounds
linolenic acid
classified as an essential FA although the body can synthesize this substance from linoleic acid
Arachidonic acid